When she realizes that she constantly picks the wrong type of guy, Cassandra Brand turns to relationship expert Dr. Susie and her latest self-help book, "Dater's Handbook" to help with her ailing love life. She follows the advice in Dr. Susie's book to evaluate potential suitors, and then must ultimately choose between reliable George and fun-loving Robert.—Happy_Evil_Dude
Cass is a successful business woman who appears unsuccessful in her personal life and decides to try "Dater's Handbook" at her sister's encouragement; she dates several guys to test the process.